HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 86745070, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol, (1S,4R)- | HCID 451474 | — |
| Reactant | HCID 14016457 | HCID 14016457 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86745070 | HCID 86745070 | — |
Reaction Steps
A solution of (±)-cis-4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol (530 mg, 2.00 mmol) from Example 4, 3-aminocyclopentyl-1-methanol (276 mg, 24 mmol), triethylamine (1.12 g, 10.98 mmol), and ethanol (20 mL) was stirred at reflux for 5 hours. An additional amount of triethylamine (1.17 g) was then added and the solution was refluxed for 8 additional hours. The solution was allowed to cool to room temperature and 2 mL of 1 N NaOH was added. The solution was concentrated and the residues were placed on silica gel column which was eluted with 10% methanol-chloroform (0.36 g, 52%). Recrystallization of such a sample from ethanolacetonitrile gave title compound as white powder, m.p. 177-180° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05049671 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-ca81487c6ec64034a693aa86d030f438 |
| Source note | uspto-grants-1991_09 |